(2R,3R,4R,5R,6S)-2-[[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxyoxolan-2-yl]methoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 968fcf12-7df1-4410-8c00-6de54a71ee6a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxyoxolan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(O8)COC9C(C(C(C(O9)C)O)O)O)O)O)O)OC2C(C(C(C(O2)C)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H](O8)CO[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C50H80O20/c1-20-9-14-50(62-18-20)21(2)32-29(70-50)16-28-26-8-7-24-15-25(10-12-48(24,5)27(26)11-13-49(28,32)6)65-47-43(69-45-40(59)37(56)34(53)23(4)64-45)41(60)42(30(17-51)66-47)68-46-38(57)35(54)31(67-46)19-61-44-39(58)36(55)33(52)22(3)63-44/h7,20-23,25-47,51-60H,8-19H2,1-6H3/t20-,21+,22+,23+,25+,26-,27+,28+,29+,30-,31+,32+,33+,34+,35+,36-,37-,38-,39-,40-,41+,42-,43-,44-,45+,46+,47-,48+,49+,50-/m1/s1
• InChI Key: ALDUTNXSTVYFFC-RZJHMNTFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₀O₂₀
• Molecular Weight: 1001.20 g/mol
• Exact Mass: 1000.52429494 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.29
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

• 137295-57-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7196	71.96%
Caco-2	-	0.8855	88.55%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8901	89.01%
OATP1B3 inhibitior	+	0.8663	86.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8889	88.89%
P-glycoprotein inhibitior	+	0.7357	73.57%
P-glycoprotein substrate	+	0.5239	52.39%
CYP3A4 substrate	+	0.7465	74.65%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9460	94.60%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.9113	91.13%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8848	88.48%
CYP2C8 inhibition	+	0.7692	76.92%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.9900	99.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7935	79.35%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.9875	98.75%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8352	83.52%
Acute Oral Toxicity (c)	III	0.4459	44.59%
Estrogen receptor binding	+	0.8665	86.65%
Androgen receptor binding	+	0.7184	71.84%
Thyroid receptor binding	+	0.5199	51.99%
Glucocorticoid receptor binding	+	0.6420	64.20%
Aromatase binding	+	0.6688	66.88%
PPAR gamma	+	0.7811	78.11%
Honey bee toxicity	-	0.5710	57.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9442	94.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.78%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.68%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.38%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.50%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.56%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.91%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.78%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.54%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.80%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.61%	95.89%
CHEMBL1914	P06276	Butyrylcholinesterase	89.58%	95.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.98%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	88.00%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.99%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.16%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.88%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.57%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.17%	93.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.41%	94.00%
CHEMBL5957	P21589	5'-nucleotidase	83.21%	97.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.67%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	81.57%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.30%	93.56%
CHEMBL2581	P07339	Cathepsin D	81.24%	98.95%
CHEMBL1871	P10275	Androgen Receptor	80.80%	96.43%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.31%	97.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.20%	91.71%

Plants that contains it

• Paris polyphylla

Cross-Links

• PubChem: 101450224
• NPASS: NPC79263